Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
Bartleby Related Questions Icon

Related questions

bartleby

Concept explainers

Question
**Transcription for Educational Website**

---

**Organic Chemistry Reaction: Anticipating Products**

*Question:*

What product(s) would you expect from the following reaction?

*Chemical Reaction:*

(CH₃)₂CHCH=CHCH₂CH₃ 

- Reagents: NBS, hv, CCl₄

- Reaction Type: Allylic Bromination

*Analysis:*

The given reaction involves N-Bromosuccinimide (NBS), light (hv), and carbon tetrachloride (CCl₄), which are typical conditions for allylic bromination. 

**Explanation:**

1. **Reagents Used:**
   - **NBS (N-Bromosuccinimide):** Used for selective bromination at the allylic position.
   - **hv (Light):** Initiates the formation of free radicals needed for the reaction.
   - **CCl₄ (Carbon Tetrachloride):** Solvent that stabilizes the reaction intermediates.

2. **Mechanism Overview:**
   - This reaction proceeds via a radical mechanism where light induces the homolytic cleavage of the N-Br bond in NBS to form bromine radicals.
   - The bromine radical abstracts a hydrogen atom from the allylic position (the carbon next to a double bond), forming an allylic radical.
   - The allylic radical then reacts with Br₂ (formed from reaction with NBS) to give the allylic brominated product.

3. **Expected Product:**
   - Bromination occurs at the allylic position of the compound, leading to a substitution of a hydrogen atom with a bromine atom at this position.

--- 

This educational summary provides an understanding of allylic bromination and the expected outcome of the given reaction under specific conditions.
expand button
Transcribed Image Text:**Transcription for Educational Website** --- **Organic Chemistry Reaction: Anticipating Products** *Question:* What product(s) would you expect from the following reaction? *Chemical Reaction:* (CH₃)₂CHCH=CHCH₂CH₃ - Reagents: NBS, hv, CCl₄ - Reaction Type: Allylic Bromination *Analysis:* The given reaction involves N-Bromosuccinimide (NBS), light (hv), and carbon tetrachloride (CCl₄), which are typical conditions for allylic bromination. **Explanation:** 1. **Reagents Used:** - **NBS (N-Bromosuccinimide):** Used for selective bromination at the allylic position. - **hv (Light):** Initiates the formation of free radicals needed for the reaction. - **CCl₄ (Carbon Tetrachloride):** Solvent that stabilizes the reaction intermediates. 2. **Mechanism Overview:** - This reaction proceeds via a radical mechanism where light induces the homolytic cleavage of the N-Br bond in NBS to form bromine radicals. - The bromine radical abstracts a hydrogen atom from the allylic position (the carbon next to a double bond), forming an allylic radical. - The allylic radical then reacts with Br₂ (formed from reaction with NBS) to give the allylic brominated product. 3. **Expected Product:** - Bromination occurs at the allylic position of the compound, leading to a substitution of a hydrogen atom with a bromine atom at this position. --- This educational summary provides an understanding of allylic bromination and the expected outcome of the given reaction under specific conditions.
Expert Solution
Check Mark
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY